Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. HOUSE
    Hale Nui 2827

    Hale Nui 2827

    Lahaina, HI

    Thoughtfully designed with your comfort in mind, Hale Nui will exceed your expectations! After a long, arduous flight, each guest will feel embraced upon entering this exquisite, spacious home and everyone will immediately marvel at the panoramic...

    Pool Hot Tub
    FREE CANCELLATION

    $2,000 to $4,750/night

  2. TOWNHOUSE
    Hale Lani Ko Olina Kai Villa (1077E)

    Hale Lani Ko Olina Kai Villa (1077E)

    Kapolei, HI

    At Hale Lani Villa, you can walk to the beach in 10 minutes or drive there in 2! The 3 BR, 2 BA villa is conveniently located just 20 miles from Honolulu International Airport on the beautiful southwestern shores of Oahu. The resort offers four...

    Pool
  3. CONDOMINIUM
    Hale Lelea Ko Olina Beach Villa (B310)

    Hale Lelea Ko Olina Beach Villa (B310)

    Kapolei, HI

    This vacation home has been registered as a Transient Accommodation with the State of Hawaii – HAWAII TAX ID TA-083-717-4272-01 #groundfloor #view #oceanview #whitewater #group  #wedding #KoOlina #resort #luxury #villa #Kapolei #Oahu #Hawaii...

    Pool Hot Tub

    $856 to $2,016/night

  4. CONDOMINIUM
    Honua Kai Konea 301

    Honua Kai Konea 301

    Kaanapali, HI

    One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex. Konea 301 is one of only 5 Two Bedroom Ali'I Suites with Direct Ocean Views and private Outdoor Kitchens. At 1620 sq ft with a HUGE 415 sq ft lanai this gorgeous home has 180...

    Pool Hot Tub
    FREE CANCELLATION

    $700 to $2,287/night

  5. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    This brand-new beautiful new 5th floor listing at the Mahana at Kaanapali boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains. This property is extremely close to the water, you can literally sit in the 5th...

    Pool Hot Tub
    FREE CANCELLATION

    $578 to $1,861/night

  6. CONDOMINIUM
    Honua Kai Konea 743

    Honua Kai Konea 743

    Lahaina, HI

    This rarely-available top-floor penthouse condominium is the ultimate in luxury living.  Konea 743 boasts amazing ocean views of Maui and the surrounding islands. This spacious suite includes two bedroom, two full baths and a sofa-bed to...

    Pool Hot Tub
    FREE CANCELLATION

    $577 to $950/night

  7. HOUSE
    Aniani Hale

    Aniani Hale

    Kailua Kona, HI

    Known as ‘Aniani Hale,’ or Glass House, this stunning 4BR/4.5BA home is situated just above the heart of Kailua-Kona. Elevated 700 feet above sea level, your beautiful island getaway boasts refreshing trade winds from the west and mountain...

    Pool Hot Tub
    FREE CANCELLATION

    $565 to $945/night

  8. CONDOMINIUM
    Kaanapali Condominium 101

    Kaanapali Condominium 101

    Lahaina, HI

    This premium oceanfront Two Bedroom, Two Bath condo is conveniently located on the ground level. Master Bedroom has a King Bed with a private bathroom. Second Bedroom has a queen bed; and the living room has a queen sofa bed for the extra guests....

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  9. CONDOMINIUM
    Sands of Kahana 316

    Sands of Kahana 316

    Lahaina, HI

    The Sands of Kahana has something for everyone! With an ocean front pool that the whole family will love and a pool just for children where the little ones can enjoy. After a adventuring Maui, make your way and relax in the Jacuzzi. There is a sand...

    Pool Hot Tub
    FREE CANCELLATION

    $514 to $1,249/night

  10. TOWNHOUSE
    Puamana 55-4

    Puamana 55-4

    Lahaina, HI

    Welcome to Ohana Villa, “Family Home” • 2000 square feet of open, airy and truly relaxing living space • Freshly updated in the fall of 2018 • Two bedrooms, two and half baths • Ocean and garden views • Well appointed chef’s kitchen...

    Pool
    FREE CANCELLATION

    $499 to $2,239/night

  11. CONDOMINIUM
    Ilikai 1243

    Ilikai 1243

    Waikiki, HI

    Finest ocean / lagoon / fireworks views! AT Ilikai Waikiki Beach. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life....

    Pool
    FREE CANCELLATION

    $493 to $813/night

  12. CONDOMINIUM
    Puamana 153-4

    Puamana 153-4

    Lahaina, HI

    Walk to the Beach and Downtown Lahaina. Puamana is the perfect setting for families, romantic getaways, or anniversary celebrations. Puamana is a gated 30 acre ocean front community of low rise high quality attached homes nestled along the sunny...

    Pool
    FREE CANCELLATION

    $438 to $999/night

  13. CONDOMINIUM
    Honua Kai Konea 1026

    Honua Kai Konea 1026

    Lahaina, HI

    NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua kai. This condo overlooks the construction site. There may be noise and dust on work days during construction hours from 8am to 5pm. This beautiful...

    Pool Hot Tub
    FREE CANCELLATION

    $434 to $1,438/night

  14. CONDOMINIUM
    Kaanapali Royal J202

    Kaanapali Royal J202

    Lahaina, HI

    A luxury condo in the heart of the Kaanapali Beach Resort.  This beautiful two bedroom two bathroom condominium, surrounded by lush, tropical landscaping makes Kaanapali Royal a beautiful retreat in paradise.  It is located in a gated community...

    Pool
    FREE CANCELLATION

    $379 to $1,216/night

  15. CONDOMINIUM
    Kaanapali Shores 613

    Kaanapali Shores 613

    Lahaina, HI

    Relax on our 6th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 613 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $781/night

  16. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $781/night

  17. CONDOMINIUM
    Kaanapali Shores 527

    Kaanapali Shores 527

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 527  lanai has views of the ocean, renovated garden pool and spa,...

    Pool
    FREE CANCELLATION

    $374 to $781/night

  18. CONDOMINIUM
    Kaanapali Shores 403

    Kaanapali Shores 403

    Lahaina, HI

    Relax on our 4th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 403 lanai has views of the ocean,spectacular sunsets, and whales in...

    Pool
    FREE CANCELLATION

    $374 to $938/night

  19. CONDOMINIUM
    Kulakane 304

    Kulakane 304

    Lahaina, HI

    The Kulakane is the most distinctive condominium building on the beautiful West Maui shore. Picturesque views of neighboring islands and spectacular sunsets. Watch the whales, dolphins and sea turtles up close while relaxing at our oceanside pool or...

    Pool
    FREE CANCELLATION

    $370 to $1,031/night

  20. CONDOMINIUM
    Kaanapali Royal Q101

    Kaanapali Royal Q101

    Lahaina, HI

    Newly redecorated! Spacious corner unit has 1,500 square foot with 500 square foot lanai 2 bedroom, 2 bathroom sleeps a maximum of 8 guests. Located in the gated condominium complex of Kaanapali Royal in the heart of the Kaanapali Resort,This...

    Pool
    FREE CANCELLATION

    $360 to $1,238/night

  21. CONDOMINIUM
    Hale Mahina B401

    Hale Mahina B401

    Lahaina, HI

    Enjoy your Maui vacation from the Hale Mahina Resort! This gorgeous 2 bedroom, 2 bath, lush ocean view condo is the perfect place for couples or families looking to experience and explore the island. Equipped with a full kitchen with stainless steel...

    Pool
    FREE CANCELLATION

    $356 to $686/night

  22. CONDOMINIUM
    Wailea Ekolu 1606

    Wailea Ekolu 1606

    Kihei, HI

    Located in beautiful Wailea, this 2bd 2ba condo is on the top floor and boasts high ceilings and a gorgeous ocean view. Visting with a larger group? We have another unit in the same building! Make sure to ask us the availability for booking 1604...

    Pool
    FREE CANCELLATION

    $350 to $1,593/night

  23. CONDOMINIUM
    Kapalua Bay Villa 34B-4

    Kapalua Bay Villa 34B-4

    Lahaina, HI

    The Breathtaking views from this fabulous villa is just one of the reason Kapalua is the premier spot for your Hawaiian holiday. The white sand beaches, championship golf course, award winning restaurants are just a few things to dream of before you...

    Pool
    FREE CANCELLATION

    $349 to $844/night

  24. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    Welcome to paradise! This direct ocean front condo is JUST 50 feet from the ocean, unobstructed ocean view from the living room, lanai, kitchen and the mater bed room. Access gates to the very private sandy/rock beach. Snorkeling with turtle and...

    Pool
    FREE CANCELLATION

    $340 to $936/night

  25. CONDOMINIUM
    Noelani #110

    Noelani #110

    Lahaina, HI

    Not one, but two oceanfront pools and a Jacuzzi, what more can you ask for? Unit 110 is a ground floor unit with washer and dryer and air conditioning. You'll love just walking out from your private lanai right into the swimming pool. Turtles play...

    Pool Hot Tub
    FREE CANCELLATION

    $326 to $427/night

  26. CONDOMINIUM
    Mahana 1008

    Mahana 1008

    Lahaina, HI

    This luxurious 10th floor suite is directly facing the beach with massive floor to ceiling windows. Extensively remolded in 2001. Every night you'll enjoy unobstructed panoramic sunsets with the islands of Molokai and Lanai in the distance. Mahana...

    Pool
    FREE CANCELLATION

    $324 to $750/night

  27. CONDOMINIUM
    Kapalua Golf Villas

    Kapalua Golf Villas

    Lahaina, HI

    Enjoy the breath-taking panoramic views from our single story Golf Villa in Kapalua. It is a spacious one bedroom condo (approx. 1,000 sq ft) with a huge deck (approx. 400 sq. ft) which is great for sunsets, outdoor dining and sunbathing. The villa...

    Pool
    FREE CANCELLATION

    $320 to $1,011/night

  28. CONDOMINIUM
    Hale Ono Loa 109

    Hale Ono Loa 109

    Lahaina, HI

    Our ground floor "Beach House" is uniquely situated on waters edge! Comfortably furnished in an uncluttered "island style," the master bedroom has a King bed with new Sealey Posturepedic firm mattress. The guest bedroom has new queen bed. The living...

    Pool
    FREE CANCELLATION

    $319 to $686/night

  29. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Top 4th floor Corner Penthouse suite!  "Beach House" is uniquely situated on waters edge! Breathtaking direct oceanfront 275 degree views from our 50'long wrap around lanai. Watch turtles, whales, Molokai and Lanai island sunsets.Completely...

    Pool
    FREE CANCELLATION

    $319 to $1,345/night

  30. CONDOMINIUM
    Pacific Shores B102

    Pacific Shores B102

    Kihei, HI

    New Inventory!!! This beautifully decorated 3 bedroom condo is located in the heart of Kihei. This condo features a cozy and elegant living for your home away from home. Master bedroom has a Queen size bed, a queen in the 2nd bedroom and 2 twins in...

    Pool
    FREE CANCELLATION

    $313 to $531/night